scholarly journals Use of a benzyl ether as a traceless hydrogen donor in the anti-Markovnikov hydrofunctionalization of alkenes with xanthates

2018 ◽  
Vol 54 (54) ◽  
pp. 7535-7538 ◽  
Author(s):  
Hirohito Hayashi ◽  
Atsushi Kaga ◽  
Bin Wang ◽  
Fabien Gagosz ◽  
Shunsuke Chiba
Keyword(s):  
Hydrogen Donor ◽  
Benzyl Ether ◽  
Radical Initiator ◽  
Lauroyl Peroxide

A new protocol for the anti-Markovnikov hydrofunctionalization of alkenyl alcohol O-Bn ethers was developed using xanthates as functionalizing agents in the presence of lauroyl peroxide as a radical initiator and a stoichiometric oxidant.

Visible Light-Mediated Oxidative Debenzylation

2020 ◽  
Author(s):  
Cristian Cavedon ◽  
Eric T. Sletten ◽  
Amiera Madani ◽  
Olaf Niemeyer ◽  
Peter H. Seeberger ◽  
...  
Keyword(s):  
Reaction Time ◽  
Visible Light ◽  
Functional Groups ◽  
Continuous Flow ◽  
Protecting Groups ◽  
Benzyl Ether ◽  
Complex Molecules ◽  
Protective Groups ◽  
Benzyl Ethers ◽  
Harsh Conditions

Protecting groups are key in the synthesis of complex molecules such as carbohydrates to distinguish functional groups of similar reactivity. The harsh conditions required to cleave stable benzyl ether protective groups are not compatible with many other protective and functional groups. The mild, visible light-mediated debenzylation disclosed here renders benzyl ethers orthogonal protective groups. Key to success is the use of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) as stoichiometric or catalytic photooxidant such that benzyl ethers can be cleaved in the presence of azides, alkenes, and alkynes. The reaction time for this transformation can be reduced from hours to minutes in continuous flow. <br>

Effects of Multiple Binding Sites on Studies of Hydrogen Bonding between Nitroxide Radicals and Solvent Molecules

1993 ◽  
Vol 58 (1) ◽  
pp. 47-52 ◽  
Author(s):  
Imad Al-Bala'a ◽  
Richard D. Bates
Keyword(s):  
Hydrogen Bonding ◽  
Magnetic Resonance ◽  
Binding Site ◽  
Binding Sites ◽  
Hyperfine Coupling Constant ◽  
Hydrogen Donor ◽  
Complex Formation Constants ◽  
Multiple Binding Sites ◽  
Multiple Binding ◽  
Solvent Molecules

The role of more than one binding site on a nitroxide free radical in magnetic resonance determinations of the properties of the complex formed with a hydrogen donor is examined. The expression that relates observed hyperfine couplings in EPR spectra to complex formation constants and concentrations of each species in solution becomes much more complex when multiple binding sites are present, but reduces to a simpler form when binding at the two sites occurs independently and the binding at the non-nitroxide site does not produce significant differences in the hyperfine coupling constant in the complexed radical. Effects on studies of hydrogen bonding between multiple binding site nitroxides and hydrogen donor solvent molecules by other magnetic resonance methods are potentially more extreme.

A versatile iodo(iii)etherification of terminal ethynylsilanes using BF3–OiPr2 and alkyl benzyl ethers

2021 ◽  
Author(s):  
Takuya Matsumoto ◽  
Hiroshi Hagiyama ◽  
Kanetsugu Kuribayashi ◽  
Kazuhito Hioki ◽  
Hikaru Fujita ◽  
...  
Keyword(s):  
Benzyl Ether ◽  
Alkoxyl Group ◽  
Group Transfer ◽  
Benzyl Ethers

BF3–OiPr2 and alkyl benzyl ether combining system enables a chemoselective alkoxyl group transfer in the synthesis of (E)-α-silyl-β-alkoxyvinyl-λ3-iodanes.

scholarly journals A Novel 6-Benzyl Ether Benzoxaborole Is Active against Mycobacterium tuberculosisIn Vitro

2017 ◽  
Vol 61 (9) ◽  
Author(s):  
Nipul Patel ◽  
Theresa O'Malley ◽  
Yong-Kang Zhang ◽  
Yi Xia ◽  
Bjorn Sunde ◽  
...  
Keyword(s):  
Mycobacterium Tuberculosis ◽  
Liquid Medium ◽  
Inhibitory Concentration ◽  
Solid Medium ◽  
Eukaryotic Cells ◽  
Intracellular Bacteria ◽  
Benzyl Ether ◽  
Content Type ◽  
Resistant Mutants

ABSTRACT We identified a novel 6-benzyl ether benzoxaborole with potent activity against Mycobacterium tuberculosis. The compound had an MIC of 2 μM in liquid medium. The compound was also able to prevent growth on solid medium at 0.8 μM and was active against intracellular bacteria (50% inhibitory concentration [IC50] = 3.6 μM) without cytotoxicity against eukaryotic cells (IC50 > 100 μM). We isolated resistant mutants (MIC ≥ 100 μM), which had mutations in Rv1683, Rv3068c, and Rv0047c.

scholarly journals Mechanism of Free Radical-Induced Hemolysis of Human Erythrocytes. II. Hemolysis by Lipid-Soluble Radical Initiator.

1998 ◽  
Vol 21 (3) ◽  
pp. 250-256 ◽  
Author(s):  
Yukio SATO ◽  
Sachiko KANAZAWA ◽  
Keiko SATO ◽  
Yasuo SUZUKI
Keyword(s):  
Free Radical ◽  
Human Erythrocytes ◽  
Radical Initiator

PNIPAM-based graft copolymers prepared using potassium persulfate as free-radical initiator: synthesis reproducibility

2016 ◽  
Vol 294 (6) ◽  
pp. 981-991 ◽  
Author(s):  
Nívia N. Marques ◽  
Bruna V. Lima ◽  
Valdelice R. Silveira ◽  
Bruna L. B. Lima ◽  
Ana M. S. Maia ◽  
...  
Keyword(s):  
Free Radical ◽  
Graft Copolymers ◽  
Potassium Persulfate ◽  
Radical Initiator ◽  
Free Radical Initiator
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